Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers

Kali A. Miller, Ephraim G. Morado, Shampa R. Samanta, Brittany A. Walker, Arif Z. Nelson, Samya Sen, Dung T. Tran, Daniel J. Whitaker, Randy H Ewoldt, Paul V Braun, Steven C Zimmerman

Research output: Contribution to journalArticle

Abstract

We describe the 3-iodopropyl acetal moiety as a simple cleavable unit that undergoes acid catalyzed hydrolysis to liberate HI (pK a -10) and acrolein stoichiometrically. Integrating this unit into linear and network polymers gives a class of macromolecules that undergo a new mechanism of degradation with an acid amplified, sigmoidal rate. This trigger-responsive self-amplified degradable polymer undergoes accelerated rate of degradation and agent release.

Original languageEnglish (US)
Pages (from-to)2838-2842
Number of pages5
JournalJournal of the American Chemical Society
Volume141
Issue number7
DOIs
StatePublished - Feb 20 2019

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Polymers
polymer
Acrolein
Degradation
Acetals
degradation
Acids
acid
Macromolecules
hydrolysis
Hydrolysis
rate

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Miller, K. A., Morado, E. G., Samanta, S. R., Walker, B. A., Nelson, A. Z., Sen, S., ... Zimmerman, S. C. (2019). Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers. Journal of the American Chemical Society, 141(7), 2838-2842. https://doi.org/10.1021/jacs.8b07705

Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers. / Miller, Kali A.; Morado, Ephraim G.; Samanta, Shampa R.; Walker, Brittany A.; Nelson, Arif Z.; Sen, Samya; Tran, Dung T.; Whitaker, Daniel J.; Ewoldt, Randy H; Braun, Paul V; Zimmerman, Steven C.

In: Journal of the American Chemical Society, Vol. 141, No. 7, 20.02.2019, p. 2838-2842.

Research output: Contribution to journalArticle

Miller, KA, Morado, EG, Samanta, SR, Walker, BA, Nelson, AZ, Sen, S, Tran, DT, Whitaker, DJ, Ewoldt, RH, Braun, PV & Zimmerman, SC 2019, 'Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers' Journal of the American Chemical Society, vol. 141, no. 7, pp. 2838-2842. https://doi.org/10.1021/jacs.8b07705
Miller KA, Morado EG, Samanta SR, Walker BA, Nelson AZ, Sen S et al. Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers. Journal of the American Chemical Society. 2019 Feb 20;141(7):2838-2842. https://doi.org/10.1021/jacs.8b07705
Miller, Kali A. ; Morado, Ephraim G. ; Samanta, Shampa R. ; Walker, Brittany A. ; Nelson, Arif Z. ; Sen, Samya ; Tran, Dung T. ; Whitaker, Daniel J. ; Ewoldt, Randy H ; Braun, Paul V ; Zimmerman, Steven C. / Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers. In: Journal of the American Chemical Society. 2019 ; Vol. 141, No. 7. pp. 2838-2842.
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